Cheap Flights from Milan to Chicago, IL from $352
Return flight: Chicago – Milan
On Cheapflightsplus.com you will find 384 connecting flights from Milan to Chicago. You can compare airfare deals from 27 airlines and multiple travel sites from $352, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Milan to Chicago Flight Deals
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $352 (one-way), $604 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Milan to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Milan to Chicago with the lowest price of $352. Take a look at the list of flights with layovers from Milan to Chicago from $352. There’re no direct flights. The fastest connecting flight – 12h 10m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $485 | 11:55 Milan Malpensa | 22:55 Chicago O'Hare International | 18h 0m layover 6h 25m - New York | Neos | NO787 NK225 |
| from $488 | 06:20 Milan Malpensa | 15:30 Chicago O'Hare International | 16h 10m layover 3h 45m - Lisbon | TAP Portugal | TP829 TP243 |
| from $519 | 13:30 Milan Malpensa | 17:20+1 день Chicago O'Hare International | 34h 50m layover 23h 30m - Reykjavik | Aero Services Executive | W46453 FI853 |
| from $352 | 07:15 Milan Malpensa | 20:08 Chicago Midway | 19h 53m layover 4h 30m - Reykjavik 2h 9m - Baltimore | EasyJet | U23969 OG101 F93087 |
| from $382 | 10:30 Milan Linate | 08:51+1 день Chicago O'Hare International | 29h 21m layover 3h 15m - Berlin 10h 20m - Miami | EasyJet | U25064 N0623 NK1838 |
| from $395 | 18:35 Milan Malpensa | 11:02+2 дня Chicago O'Hare International | 47h 27m layover 17h 15m - London 17h 36m - Newark | Aero Services Executive | W46303 Z0701 NK209 |
| from $399 | 06:40 Milan Malpensa | 08:51+1 день Chicago O'Hare International | 33h 11m layover 6h 10m - London 11h 45m - Miami | Aero Services Executive | W46301 Z0723 NK1838 |
| from $403 | 06:40 Milan Malpensa | 10:02+1 день Chicago Midway | 34h 22m layover 6h 10m - London 13h 30m - Orlando | Aero Services Executive | W46301 Z0783 F91457 |
| from $405 | 10:30 Milan Linate | 19:18+1 день Chicago Midway | 39h 48m layover 3h 15m - Berlin 20h 58m - Miami | EasyJet | U25064 N0623 F92109 |
| from $441 | 10:55 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 42h 57m layover 6h 5m - Paris 24h 15m - Newark | Aero Services Executive | W46339 BF720 NK329 |
| from $443 | 11:45 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 42h 7m layover 5h 25m - Paris 24h 15m - Newark | EasyJet | U23807 BF720 NK329 |
| from $451 | 06:40 Milan Malpensa | 22:52 Chicago O'Hare International | 23h 12m layover 5h 10m - London 5h 25m - Newark | Aero Services Executive | W46301 Z0701 NK329 |
| from $451 | 06:40 Milan Malpensa | 07:18+1 день Chicago O'Hare International | 31h 38m layover 6h 10m - London 10h 40m - Orlando | Aero Services Executive | W46301 Z0783 NK1683 |
| from $451 | 19:10 Milan Malpensa | 11:02+2 дня Chicago O'Hare International | 46h 52m layover 16h 40m - London 17h 36m - Newark | British Airways | BA585 Z0701 NK209 |
| from $454 | 13:15 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 40h 37m layover 3h 55m - Paris 24h 15m - Newark | EasyJet | U24544 BF720 NK329 |
| from $457 | 06:35 Milan Malpensa | 15:50+1 день Chicago O'Hare International | 40h 15m layover 10h 30m - Malaga 14h 5m - Copenhagen | Aero Services Executive | W46307 SK588 SK943 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on January 30, 2025
Flight Schedule Milan to Chicago (Illinois)
Full flight schedule will help you in detecting at what time planes fly from Milan to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
06:20 — 15:30
|
06:20 — 08:15
TP829
TAP Portugal
Milan — Lisbon
3h 45m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
16h 10m including layover |
Find flight
from$488 |
|
|
06:25 — 15:15
|
06:25 — 07:45
UA9305
United Airlines
Milan — Frankfurt
5h 5m stop
12:50 — 15:15
UA906
United Airlines
Frankfurt — Chicago
|
15h 50m including layover |
Find flight
from$780 |
|
|
07:00 — 10:10
+1 day
|
07:00 — 12:00
TK1878
Turkish Airlines
Milan — Istanbul
19h 35m stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
34h 10m including layover |
Find flight
from$531 |
|
|
07:15 — 17:20
|
07:15 — 10:50
U23969
EasyJet
Milan — Reykjavik
5h 55m stop
16:45 — 17:20
FI853
Icelandair
Reykjavik — Chicago
|
17h 5m including layover |
Find flight
from$590 |
|
|
09:10 — 15:15
|
09:10 — 10:35
UA9081
United Airlines
Milan — Frankfurt
2h 15m stop
12:50 — 15:15
UA906
United Airlines
Frankfurt — Chicago
|
13h 5m including layover |
Find flight
from$786 |
|
|
10:25 — 20:00
|
10:25 — 12:40
LO318
LOT
Milan — Warsaw
4h stop
16:40 — 20:00
LO3
LOT
Warsaw — Chicago
|
16h 35m including layover |
Find flight
from$850 |
|
|
10:30 — 14:30
+1 day
|
10:30 — 12:50
IB672
Iberia
Milan — Madrid
22h 45m stop
11:35 — 14:30
AY5659
Finnair
Madrid — Chicago
|
35h including layover |
Find flight
from$955 |
|
|
11:55 — 22:55
|
11:55 — 14:50
NO787
Neos
Milan — New York
6h 25m stop
21:15 — 22:55
NK225
Spirit Airlines
New York — Chicago
|
18h including layover |
Find flight
from$485 |
|
|
11:55 — 15:30
+1 day
|
11:55 — 13:50
TP823
TAP Portugal
Milan — Lisbon
22h 5m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
34h 35m including layover |
Find flight
from$500 |
|
|
13:30 — 17:20
+1 day
|
13:30 — 17:15
W46453
Aero Services Executive
Milan — Reykjavik
23h 30m stop
16:45 — 17:20
FI853
Icelandair
Reykjavik — Chicago
|
34h 50m including layover |
Find flight
from$519 |
|
|
13:30 — 13:55
+1 day
|
13:10 — 14:20
BA577
British Airways
Milan — London
20h 20m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
31h 25m including layover |
Find flight
from$952 |
|
|
14:15 — 16:50
+1 day
|
14:10 — 15:15
BA589
British Airways
Milan — London
22h 50m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
33h 35m including layover |
Find flight
from$944 |
|
|
14:45 — 14:30
+1 day
|
14:45 — 17:10
IB670
Iberia
Milan — Madrid
18h 25m stop
11:35 — 14:30
AY5659
Finnair
Madrid — Chicago
|
30h 45m including layover |
Find flight
from$956 |
|
|
15:15 — 15:15
+1 day
|
15:15 — 21:30
RJ104
Royal Jordanian
Milan — Amman
13h 5m stop
10:35 — 15:15
RJ263
Royal Jordanian
Amman — Chicago
|
31h including layover |
Find flight
from$695 |
|
|
15:50 — 16:50
+1 day
|
15:30 — 16:40
BA591
British Airways
Milan — London
21h 10m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
32h including layover |
Find flight
from$943 |
|
|
16:50 — 16:50
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
20h 15m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
31h including layover |
Find flight
from$944 |
|
|
16:50 — 13:55
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
17h 5m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
28h 5m including layover |
Find flight
from$946 |
|
|
17:45 — 15:30
+1 day
|
17:45 — 19:40
TP827
TAP Portugal
Milan — Lisbon
16h 15m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
28h 45m including layover |
Find flight
from$493 |
|
|
18:35 — 10:10
+1 day
|
18:35 — 23:35
TK1876
Turkish Airlines
Milan — Istanbul
8h stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
22h 35m including layover |
Find flight
from$531 |
|
|
18:55 — 13:55
+1 day
|
18:55 — 19:55
BA569
British Airways
Milan — London
15h 5m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
26h including layover |
Find flight
from$927 |
|
|
19:10 — 13:55
+1 day
|
17:35 — 18:45
BA585
British Airways
Milan — London
14h 40m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
25h 45m including layover |
Find flight
from$933 |
|
|
19:45 — 20:00
+1 day
|
19:30 — 21:40
LO320
LOT
Milan — Warsaw
18h 45m stop
16:40 — 20:00
LO3
LOT
Warsaw — Chicago
|
31h 15m including layover |
Find flight
from$850 |
|
|
20:00 — 15:50
+1 day
|
20:00 — 22:05
SK688
SAS
Milan — Copenhagen
15h 15m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
26h 50m including layover |
Find flight
from$685 |
|
|
20:15 — 15:50
+1 day
|
20:15 — 22:25
U23925
EasyJet
Milan — Copenhagen
14h 55m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
26h 35m including layover |
Find flight
from$621 |
|
*Departure and arrival times - local. Updated on January 30, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 06:10 to 22:35 from 4 Milan airports and arrive 06:10 to 22:35 to 7 Chicago airports. Average flight time is 27h 43m.
- The fastest flight 12h 10m
- Average flight time 27h 43m
- The earliest flight 06:10
- The latest flight 22:35
- Distance 4530 ml
The cheapest months to travel to Chicago are february (from 352 $), january (from 379 $), december (from 455 $).
The most expensive months are november (from 467 $), december (from 455 $), january (from 379 $).
What is the lowest airfare Milan to Chicago?
The cheapest plane ticket found by our users is $352. This airfare is for economy class on one-way U23969 flight by EasyJet for February 21, 2025 which leaves Malpensa in Milan at 07:15 am and arrives at Chicago Midway at 20:08.
Economy class
$352
Business class
?
First class
?
Popular Airlines on the Route
The flight Milan — Chicago is served by 27 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 5 departures per week at the price of from $ 780 . And the most expensive tickets are offered by British Airways airline - from $ 3064.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 384 flights with layovers on the route. The fastest connecting flight is LH9449 by Lufthansa takes 12h 10m and the cheapest is U23969 by EasyJet for $352.
- from $559Find
- from $780Find
- from $1438Find
- from $472Find
- from $741Find
- from $451Find
- NO - Neosfrom $485Find
- VY - Vuelingfrom $460Find
- FI - Icelandairfrom $748Find
- LO - LOTfrom $850Find
- JU - Air Serbiafrom $704Find
- DY - Norwegianfrom $554Find
See more connecting flights
Airports
You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).
Milan airports
- Linate-LINfrom $382Find
- Malpensa-MXPfrom $352Find
- Milan Bergamo (Orio al Serio)-BGYfrom $613Find
- Segrate-SWKFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milan by 27 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Milan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
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